isoquercetin

isoquercetin, enzymatically modified

CAS: 21637-25-2 C21 H20 O12 MW: 464.38080000

Identification

Nameisoquercetin
IUPAC3-[(2S,3R,4R,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
CAS Number21637-25-2
EINECS244-488-5
FDA UNII0YX10VRV6J
Molecular FormulaC21 H20 O12
Molecular Weight464.38080000
MDL NumberMFCD00017746
Nikkaji NumberJ11.252F
Beilstein0100989

Regulatory

FDA/DG SANTE Petitions, Reviews, NoticesGRN 220
FEMA Number4225
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)977187-64-6 ; ISOQUERCITRIN, ENZYMATICALLY MODIFIED

Physical Properties

Appearance white to dark yellow powder (est)
Assay 97.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 226.00 to 228.00 °C. @ 760.00 mm Hg
Boiling Point 916.00 to 917.00 °C. @ 760.00 mm Hg
Flash Point 612.00 °F. TCC ( 322.22 °C. )
logP (o/w) 0.049 (est)
Shelf Life 12.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantioxidants

No sensory data available

Safety Information

European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryantioxidants and preservatives
Recommendation for isoquercetin usage levels up tonot for fragrance use.
baked goods-
beverages(nonalcoholic)150.00000
beverages(alcoholic)150.00000
breakfast cereal-
cheese-
chewing gum1500.00000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy150.00000
fruit ices-
gelatins / puddings150.00000
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy150.00000
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

antioxidants

Natural Occurrence

gossypium spp.

Synonyms

4H-1- benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy- 3-[[(2S,3R,4R,5R)-5-[(1R)-1,2- dihydroxyethyl]-3,4-dihydroxy-2-oxolanyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyran-4-one 3-[(2S,3R,4R,5R)-5-[(1R)-1,2- dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one 2-(3,4- dihydroxyphenyl)-3-(b-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4- dihydroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4- dihydroxyphenyl)-3-(beta-dextro-glucofuranosyl oxy)-5,7-dihydroxy-4H-1-benzopyran-4-one 2-(3,4- dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucofuranoside alpha- glycosyl isoquercitrin 3,3',4',5,7- pentahydroxyflavone 3-b-D-glucofuranoside 3,3',4',5,7- pentahydroxyflavone 3-beta-D-glucofuranoside 3,3',4',5,7- pentahydroxyflavone 3-beta-dextro-glucofuranoside quercetin 3-β-D-glucoside iso quercetin, enzymatically modified iso quercitrin iso quercitroside sanmelm trifoliin A iso trifolin PubMed: Research on the bioactivity of isoquercetin extracted from marestail on bladder cancer EJ cell and the mechanism of its occurrence. PubMed: Persimmon (Diospyros kaki L.) leaves: a review on traditional uses, phytochemistry and pharmacological properties. PubMed: Neuroprotective Effect of Prenylated Arylbenzofuran and Flavonoids from Morus alba Fruits on Glutamate-Induced Oxidative Injury in HT22 Hippocampal Cells. PubMed: Bioprospecting medicinal plants for antioxidant components. PubMed: [Study of screening nephroprotective bioactive substances based on triple-color fluorescence probes in Carthami flos]. PubMed: Identification of phenylpropanoids in fig (Ficus carica L.) leaves. PubMed: [Study on chemical constituents from twig and leaf of Juniperus sabina]. PubMed: Induction of hepatic apolipoprotein A-I gene expression by the isoflavones quercetin and isoquercetrin. PubMed: Comparative analysis of antioxidant activity and functional components of the ethanol extract of lotus (Nelumbo nucifera) from various growing regions. PubMed: Unconventional approaches to the prevention of cancer associated thrombosis. PubMed: Flavonoids from tartary buckwheat induce G2/M cell cycle arrest and apoptosis in human hepatoma HepG2 cells. PubMed: Antiplatelet Activity of Morus alba Leaves Extract, Mediated via Inhibiting Granule Secretion and Blocking the Phosphorylation of Extracellular-Signal-Regulated Kinase and Akt. PubMed: Thiol isomerases in thrombus formation. PubMed: Estimation of flavoniods, antimicrobial, antitumor and anticancer activity of Carissa opaca fruits. PubMed: Rosmarinic Acid and Its Methyl Ester as Antimicrobial Components of the Hydromethanolic Extract of Hyptis atrorubens Poit. (Lamiaceae). PubMed: Flavonoids with α-glucosidase inhibitory activities and their contents in the leaves of Morus atropurpurea. PubMed: Isoquercetin protects cortical neurons from oxygen-glucose deprivation-reperfusion induced injury via suppression of TLR4-NF-кB signal pathway. PubMed: First identification of α-glucosidase inhibitors from okra (Abelmoschus esculentus) seeds. PubMed: Antioxidant and α-glucosidase inhibitory activities of cucurbit fruit vegetables and identification of active and major constituents from phenolic-rich extracts of Lagenaria siceraria and Sechium edule. PubMed: Simultaneous HPLC quantitative analysis of active compounds in leaves of Moringa oleifera Lam. PubMed: Cytotoxic evaluation of Melia azedarach in comparison with, Azadirachta indica and its phytochemical investigation. PubMed: Anti-H5N1 virus flavonoids from Capparis sinaica Veill. PubMed: Syzygium cumini (L.) Skeels: a review of its phytochemical constituents and traditional uses. PubMed: Simultaneous Determination of Crypto-Chlorogenic Acid, Isoquercetin, and Astragalin Contents in Moringa oleifera Leaf Extracts by TLC-Densitometric Method. PubMed: [Analysis of fingerprint and bioactive components of Bidens biternata by HPLC]. PubMed: The environmental and human effects of ptaquiloside-induced enzootic bovine hematuria: a tumorous disease of cattle. PubMed: 1,25-Dihydroxyvitamin D3-glycoside of herbal origin exhibits delayed release pharmacokinetics when compared to its synthetic counterpart. PubMed: Complete 1H NMR spectral analysis of ten chemical markers of Ginkgo biloba. PubMed: Chemical composition of currant seed extracts and their protective effect on human lymphocytes DNA. PubMed: Palynological origin, phenolic content, and antioxidant properties of honeybee-collected pollen from Bahia, Brazil. PubMed: Flavonoid compounds identified in Alchemilla L. species collected in the north-eastern Black Sea region of Turkey. PubMed: Antidiabetic activity of isoquercetin in diabetic KK -Ay mice. PubMed: Synthesis and antiviral activity of substituted quercetins. PubMed: Enzymatic Synthesis of the Flavone Glucosides, Prunin and Isoquercetin, and the Aglycones, Naringenin and Quercetin, with Selective α-L-Rhamnosidase and β-D-Glucosidase Activities of Naringinase. PubMed: Chemical composition and antioxidant activities of extracts from Apocyni Veneti Folium. PubMed: The acute effect of ingesting a quercetin-based supplement on exercise-induced inflammation and immune changes in runners. PubMed: Effect of mixed flavonoids, n-3 fatty acids, and vitamin C on oxidative stress and antioxidant capacity before and after intense cycling. PubMed: Hepatoprotective effects of methanol extract of Carissa opaca leaves on CCl4-induced damage in rat. PubMed: [Simultaneous determination of six flavonoids in Apocynum venetum by HPLC]. PubMed: A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-α in activated RAW 264.7 cells. PubMed: Comprehensive separation and identification of chemical constituents from Apocynum venetum leaves by high-performance counter-current chromatography and high performance liquid chromatography coupled with mass spectrometry. PubMed: Phenolic-containing organic extracts of mulberry (Morus alba L.) leaves inhibit HepG2 hepatoma cells through G2/M phase arrest, induction of apoptosis, and inhibition of topoisomerase IIα activity. PubMed: Inhibition of influenza virus replication by plant-derived isoquercetin. PubMed: Solvent gradient elution for comprehensive separation of constituents with wide range of polarity in Apocynum venetum leaves by high-speed counter-current chromatography. PubMed: Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of alpha-glucosidase. PubMed: Phenylpropanoid glycosides from Heterosmilax erythrantha and their antioxidant activity. PubMed: Effects of quercetin and EGCG on mitochondrial biogenesis and immunity. PubMed: Study on the interaction between 3 flavonoid compounds and alpha-amylase by fluorescence spectroscopy and enzymatic kinetics. PubMed: Simultaneous determination of seven active flavonols in the flowers of Abelmoschus manihot by HPLC. PubMed: Level of catechin, myricetin, quercetin and isoquercitrin in buckwheat (Fagopyrum esculentum Moench), changes of their levels during vegetation and their effect on the growth of selected weeds. PubMed: Cellular reactive oxygen species inhibitory constituents of Hypericum thasium Griseb. PubMed: Flavonoids in onion cultivars (Allium cepa L.). PubMed: Calpain inhibitory flavonoids isolated from Orostachys japonicus. PubMed: [Chemical constituents of flavonoids from Apocynum venetum]. PubMed: In vitro activity of uva-ursi against cytochrome P450 isoenzymes and P-glycoprotein. PubMed: [Isolation and preparation of flavonoids from the leaves of Nelumbo nucifera Gaertn by preparative reversed-phase high performance liquid chromatography]. PubMed: Quantitative phytochemical analyses of six hypericum species growing in slovenia. PubMed: Determining the binding affinities of phenolic compounds to proteins by quenching of the intrinsic tryptophan fluorescence. PubMed: Binding of selected phenolic compounds to proteins. PubMed: [Quantitative analysis of active substances in St. John's wort (Hypericum perforatum L.) by the high performance liquid chromatography method]. PubMed: Constituents of the underground parts of Glehnia littoralis. PubMed: [Oxyanthraquinones and flavonoids from garland chrysanthenum]. PubMed: Hepatoprotective effect of Apocynum venetum and its active constituents. PubMed: Quercetin glycosides in Psidium guajava L. leaves and determination of a spasmolytic principle. PubMed: Different properties of monomer and heterodimer forms of phosphatidylinositol 3-kinases.